House holiday rentals in Kennebunk

An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.

4.97 out of 5 average rating, 152 reviews

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

A charming yellow house features white trim and black shutters, complemented by a large American flag adorning the front. Lush greenery surrounds the entry, with a neat pathway leading to the porch, where a shaded seating area is visible.

4.94 out of 5 average rating, 120 reviews

Historic Kennebunkport home .3 mile to Dock Square

Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

4.95 out of 5 average rating, 231 reviews

A charming two-story house is framed by vibrant yellow flowers. The white exterior features large windows that glow warmly, highlighting the inviting entrance. A manicured lawn leads to a driveway with decorative plants flanking the path, contributing to a welcoming atmosphere.

Home in Arundel

NewBuilt/HotTub/Great Location-4 min Kennebunkport

Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!

4.83 out of 5 average rating, 180 reviews

Beach House w/ Heated Pool · Fire Pit · Kennebunk

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances Heated pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

4.91 out of 5 average rating, 196 reviews

A vibrant sunset casts shades of orange and pink across the sky, framed by the silhouette of trees. The edge of a white deck is visible in the foreground, creating a serene backdrop for outdoor gatherings.

Home in Wells

Boho Farmhouse by the Fields

Your Maine Boho Farmhouse awaits you! You’ll be tucked into the farm fields of Wells and just four miles to Drakes Island Beach. You’ll have everything you need and more at this coastal oasis. 7 miles to Wells Beach 7 miles to Kennebunk Beach 8 miles to Kennebunkport 10 miles to Ogunquit Beach Grocery stores within 4 miles: Spillers Farm Store, Wells IGA, Wells Hannaford Emergency Walk In: 2.5 miles 2 miles to closest gas station 5 miles to Wells Police Station/Wells Fire Department

4.95 out of 5 average rating, 111 reviews

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

4.8 out of 5 average rating, 109 reviews

The Timeless Retreat . Close Kennebunkport

Discover the newly completed 2024 full renovation of this spacious Kennebunk vacation rental, offering modern comfort and style just a 5-minute walk from downtown! With easy access to local coffee shops, restaurants, the farmers market, and the popular Garden Street Bowling Alley, this home provides the perfect base for your getaway. Perfect for a convenient escape, with a wealth of attractions just steps away to enhance your stay. Beach Parking Permit for Kennebunk Beaches included!

A spacious living area features a large, white, slipcovered sectional sofa adorned with decorative pillows. A light wooden coffee table sits in the center, highlighted by a small potted plant. Artwork adorns the walls, and soft lighting creates a bright, inviting atmosphere.

4.97 out of 5 average rating, 374 reviews

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs

A bright sunroom features large windows offering natural light and views of the surrounding landscape. Comfortable seating includes a light blue couch with decorative pillows and two woven chairs. A small wooden coffee table sits in the center, complemented by a lamp on a dark side table.

4.97 out of 5 average rating, 187 reviews

350 Steps to Gooch’s Beach! Water Views

Ideal location 350 steps to beautiful Gooch’s beach. Easy walk or short drive to Kennebunkport's Dock Square with shops and restaurants. This is the upper floor of a 2 floor, 2 unit building. Sunny and cheerful w/open floor plan, gas fireplace, and large back deck. WiFi and live streaming tv are included. Outdoor shower. Beach chairs/towels provided. Walk to beach & town. 7 day minimum, Saturday check in/check out July through August 2026.

5.0 out of 5 average rating, 147 reviews

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Superhost

A serene view of the beach stretches before a grassy path leading to the shoreline. Waves gently lap at the sandy beach under a clear sky, where soft clouds drift above. The outdoor space is bordered by tall grass, providing a natural frame.

Home in Wells

Private home on the beach with 360 degree views!

Directly on the beach with views of the water on both sides. This 4 bed/2 bath house has a modern feel with lots of windows and natural light. Very white, bright, and clean and can sleep up to 12 people. Amazing views and location, and it's one of a kind. The sunrises and sunsets can be seen on both sides of the home. The kitchen is stocked with everything from a microwave to a blender...you'll have what you need...and parking for 4 cars.

4.81 out of 5 average rating, 114 reviews

4.98 out of 5 average rating, 143 reviews

CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard

Welcome to your perfect getaway in the charming vacation town of Kennebunk, Maine! Nestled in one of the most sought-after vacation destinations, our delightful retreat offers the ideal blend of convenience and relaxation. Just a stone's throw away from pristine beaches, shopping districts, and delectable dining options, as well as the picturesque Lover Village and vibrant Kennebunkport, every adventure is within reach.

Popular amenities for Kennebunk house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 105 reviews

A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

4.96 out of 5 average rating, 178 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.88 out of 5 average rating, 119 reviews

The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.

Home in Falmouth

Large Historic 7 Bedroom home with Pool & Hot Tub

4.97 out of 5 average rating, 199 reviews

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

Faith Lane with community pool

4.96 out of 5 average rating, 123 reviews

4.93 out of 5 average rating, 285 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

Sanctum by the Lake

A classic beach house is situated amidst lush greenery, featuring a charming wraparound porch. The two-story structure is accentuated by large windows and a balcony above. A clear blue sky complements the inviting landscape, creating a serene setting just steps from the beach.

4.98 out of 5 average rating, 58 reviews

Lovely Beach house in GRB - Heated pool!

5.0 out of 5 average rating, 14 reviews

Home in Arundel

Designers Dream Home with Pool!

Weekly house rentals

4.98 out of 5 average rating, 175 reviews

Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

A modern kitchen features sleek cabinetry and a granite countertop, with appliances and cookware neatly arranged. A color-coordinated backsplash adds depth to the design. In the background, a living area is visible, furnished with comfortable seating and a smart TV on the wall.

4.95 out of 5 average rating, 170 reviews

Quiet cozy cottage close to restaurants, beach

A newly renovated colonial house features a light grey exterior with black shutters and a welcoming front porch. An American flag hangs from the porch, adding a touch of character. A well-maintained garden with greenery surrounds the foundation, enhancing the quaint appearance.

5.0 out of 5 average rating, 96 reviews

Cozy updated colonial, 5 minute walk to town!

A charming coastal house is surrounded by a white picket fence and lush green grass. The exterior features wooden shingles and a gray roof, complemented by several windows that reflect the clear blue sky. Mature trees can be seen in the background.

5.0 out of 5 average rating, 14 reviews

New dates. Renovated! Steps away from Gooch Beach!

5.0 out of 5 average rating, 29 reviews

Downtown Coastal Charm Cottage in Kennebunk

A two-story coastal house features a classic shingle exterior and large windows, allowing natural light to fill the interior. A wide front porch with railings offers space for seating, and a manicured lawn surrounds the property, contributing to a welcoming charm.

4.96 out of 5 average rating, 72 reviews

The Beach House - Oceanfront 5 BR

The exterior of the cottage is depicted, featuring light-colored siding and a welcoming front porch. Two Adirondack chairs are positioned in the foreground, accompanied by a small ornamental plant. A mature tree provides shade, while the surrounding greenery adds to the charm of the setting.

5.0 out of 5 average rating, 34 reviews

Kennebunk Cottage

The exterior of the beachside cottage features a manicured lawn bordered by garden beds filled with colorful flowers. A large tree provides shade in front of the house, while a patio area with seating is visible. The welcoming façade includes multiple windows, allowing natural light to filter inside.

4.97 out of 5 average rating, 35 reviews

Ocean Views! Charming & Fresh 4BR Beach Retreat

Private house rentals

4.94 out of 5 average rating, 70 reviews

Home in Wells

Oceanfront Sunrise and Set with Waterfront Hot Tub

A modern sitting area is presented with a large, soft pink sectional sofa and a round coffee table. An abstract artwork in warm tones adorns the wall, while a striking image of a horse is showcased in a framed picture. Natural light filters through a glass block feature.

4.95 out of 5 average rating, 63 reviews

Pieces Homes Kennebunk

Superhost

5.0 out of 5 average rating, 4 reviews

Leah Lane - Bright & Renovated Kennebunk Home

5.0 out of 5 average rating, 66 reviews

The Cottage at Kennebunk!

An inviting garden patio is showcased, featuring a mix of stone and grass pathways. Two seating areas are visible, including a wicker chair with cushions and a white metal chair. Colorful flowers and greenery adorn the space, offering a serene outdoor atmosphere.

4.88 out of 5 average rating, 65 reviews

Kozy Kottage - Parsons Beach 2 miles

The exterior of the home displays a charming shingle-style facade under a partly cloudy sky. A stone patio with seating is surrounded by greenery and flower beds, creating a serene outdoor space. The entrance features a welcoming door framed by windows.

4.89 out of 5 average rating, 28 reviews

Family getaway on Mousam River!

4.98 out of 5 average rating, 47 reviews

In-town, walk to cafés, beach mins away!

The exterior of a two-story colonial home features a blue façade complemented by white trim. A well-maintained lawn and vibrant pink flowers surround the entrance, enhancing the welcoming appearance. Mature trees offer shade, and clear skies provide bright lighting.